phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

Base Information

Chemical Name:phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside
CAS No.:755033-91-1
Molecular Formula:C₁₄H₁₇N₃O₃S
Molecular Weight:307.373
Hs Code.:

Synonyms:phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

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Chemical Property of phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

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Technology Process of phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

There total 9 articles about phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 108-98-5
thiophenol

: 179913-38-3
1,4-di-O-acetyl-3-azido-2,3,6-trideoxy-L-lyxo-hexopyranose

: 755033-91-1
phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jm050916m

Reference yield:

: (4S,5S,6S)-4-Azido-6-methyl-tetrahydro-pyran-2,5-diol

: 755033-91-1
phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / pyridine

2: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / 0 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/j.tetlet.2007.03.062

Reference yield:

: 941703-48-6
C₈H₁₀O₅

: 755033-91-1
phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α/β-L-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: PhSeSePh; NaBH₄; iPrOH / acetic acid

1.2: diphenylphosphoryl azide; PPh₃; DEAD

2.1: K₂CO₃ / methanol

3.1: DIBAL-H

4.1: 90 percent / pyridine

5.1: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / 0 °C

With pyridine; sodium tetrahydroborate; diphenyl diselenide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; isopropyl alcohol; In methanol; dichloromethane; acetic acid; 1.2: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2007.03.062